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615862

Sigma-Aldrich

L-Tryptophan-(indole-d5)

97 atom % D

Synonym(s):

(S)-2-Amino-3-(3-indoyl-d5)propionic acid, L-α-Amino-(3-indole-d5)propionic acid, Deuterated Trp, Deuterated tryptophan, Trp-d5

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About This Item

Empirical Formula (Hill Notation):
C11D5H7N2O2
CAS Number:
62595-11-3
Molecular Weight:
209.26
MDL number:
MFCD00144688
UNSPSC Code:
12352209
PubChem Substance ID:
24881953
NACRES:
NA.12

isotopic purity

97 atom % D

form

solid

optical activity

[α]20/D -30.5°, c = 1 in H2O

mp

280-285 °C (dec.) (lit.)

mass shift

M+5

SMILES string

[2H]c1[nH]c2c([2H])c([2H])c([2H])c([2H])c2c1C[C@H](N)C(O)=O

InChI

1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/t9-/m0/s1/i1D,2D,3D,4D,6D

InChI key

QIVBCDIJIAJPQS-HLTLGYGQSA-N

General description

L-Tryptophan-(indole-d5) is an isotopically labeled analogue of L-Tryptophan.

Application

L-Tryptophan-(indole-d5) is used
• in biophysical study for neutron scattering.
• as an internal standard for the investigation of anti-inflammatory activity of low molecular weight fractions.
• in structural elucidation of micronutrients and nutraceutical components presence in food stuffs using LC-MS/MS.

Packaging

This product may be available from bulk stock and can be packaged on demand. For information on pricing, availability and packaging, please contact Stable Isotopes Customer Service.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MBBD0487
MBBC3102
MBBC2509
EB0945
IM1215

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Valerie Laux et al.
European biophysics journal : EBJ, 37(6), 815-822 (2008-02-16)
We describe methods that have been developed within the ILL-EMBL Deuteration Laboratory for the production of maltose binding protein (MBP) that has been selectively labelled either with deuterated tryptophan or deuterated methionine (single labelling), or both (double labelling). MBP is
Sara Vitalini et al.
Molecules (Basel, Switzerland), 25(2) (2020-01-17)
Food plants contain hundreds of bioactive phytochemicals arising from different secondary metabolic pathways. Among these, the metabolic route of the amino acid Tryptophan yields a large number of plant natural products with chemically and pharmacologically diverse properties. We propose the

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